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Regioselective Synthesis of alpha-Functional Stilbenes via Precise Control of Rapid cis-trans Isomerization in Flow

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dc.contributor.authorLee, Hyune-Jea-
dc.contributor.authorYonekura, Yuya-
dc.contributor.authorKim, Nayoung-
dc.contributor.authorYoshida, Jun-ichi-
dc.contributor.authorKim, Heejin-
dc.date.accessioned2022-03-02T04:42:07Z-
dc.date.available2022-03-02T04:42:07Z-
dc.date.created2022-02-09-
dc.date.issued2021-04-16-
dc.identifier.issn1523-7060-
dc.identifier.urihttps://scholar.korea.ac.kr/handle/2021.sw.korea/137453-
dc.description.abstractThe rapid cis-trans isomerization of alpha-anionic stilbene was regioselectively controlled by using flow microreactors, and its reaction with various electrophiles was conducted. The reaction time was precisely controlled within milliseconds to seconds at -50 degrees C to selectively give the cis- or trans-isomer in high yields. This synthetic method in flow was well-applied to synthesize precursors of commercial drug compound, (E)- and (Z)-tamoxifen with high regioselectivity and productivity.-
dc.languageEnglish-
dc.language.isoen-
dc.publisherAMER CHEMICAL SOC-
dc.subjectESTROGEN-RECEPTOR MODULATORS-
dc.subjectPOTENTIAL-ENERGY CURVES-
dc.subjectFLASH CHEMISTRY-
dc.subjectMULTIFUNCTIONAL MEDICINES-
dc.subjectSERIAL MICROREACTIONS-
dc.subjectANTICANCER ACTIVITY-
dc.subjectPLANT POLYPHENOLS-
dc.subjectTAMOXIFEN-
dc.subjectRESVERATROL-
dc.subjectTHERAPY-
dc.titleRegioselective Synthesis of alpha-Functional Stilbenes via Precise Control of Rapid cis-trans Isomerization in Flow-
dc.typeArticle-
dc.contributor.affiliatedAuthorKim, Heejin-
dc.identifier.doi10.1021/acs.orglett.1c00538-
dc.identifier.scopusid2-s2.0-85104899753-
dc.identifier.wosid000641296000013-
dc.identifier.bibliographicCitationORGANIC LETTERS, v.23, no.8, pp.2904 - 2910-
dc.relation.isPartOfORGANIC LETTERS-
dc.citation.titleORGANIC LETTERS-
dc.citation.volume23-
dc.citation.number8-
dc.citation.startPage2904-
dc.citation.endPage2910-
dc.type.rimsART-
dc.type.docTypeArticle-
dc.description.journalClass1-
dc.description.journalRegisteredClassscie-
dc.description.journalRegisteredClassscopus-
dc.relation.journalResearchAreaChemistry-
dc.relation.journalWebOfScienceCategoryChemistry, Organic-
dc.subject.keywordPlusANTICANCER ACTIVITY-
dc.subject.keywordPlusESTROGEN-RECEPTOR MODULATORS-
dc.subject.keywordPlusFLASH CHEMISTRY-
dc.subject.keywordPlusMULTIFUNCTIONAL MEDICINES-
dc.subject.keywordPlusPLANT POLYPHENOLS-
dc.subject.keywordPlusPOTENTIAL-ENERGY CURVES-
dc.subject.keywordPlusRESVERATROL-
dc.subject.keywordPlusSERIAL MICROREACTIONS-
dc.subject.keywordPlusTAMOXIFEN-
dc.subject.keywordPlusTHERAPY-
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